FRANK JAMES Awaiting his second trial in a year, the famous outlaw writes a loving letter to his 7 year old son Robert ("My Dear Little Man") Autograph Letter signed: "Your Father/Frank James" in pencil, 1 pages, 5½x8½. No place, 1884 February 29. Written in block letters to "My Dear Little Man", in full: "I want you to hurry up and learn to ride so you can get you a new saddle. I want you to learn to write and write me a letter. Addressed in verso to "Robert F. James/at home". This letter was enclosed with a letter James wrote to his wife Annie. Accompanied by printed chart titled "The Deaf and Dumb Alphabet", showing the appropriate hand signals. Notation in Frank James' hand: "For Rob". FRANK JAMES (1843-1915) and his brother Jesse James fought as Confederate guerrillas in Missouri ("Quantrill's Raiders") during the Civil War. They joined Cole Younger and others in 1866 to form a gang led by Jesse, robbing banks and trains. Frank and Jesse survived and escaped the failed Northfield, Minnesota bank heist of 1876, forming a new gang.

EMMETT DALTON The only surviving Dalton Gang member signs this letter regarding his new book and wanting to hang a photo relating to the James Boys in his den, dated 1931 Typed letter signed: "Emmett Dalton", 1p, 8x10. No place, June 19, 1931 . To Marx Reimers, St. Paul, Minnesota. In full: "Thank you very kindly for your letter of June nineteenth, with enclosures. I am sending you an autographed photograph of myself, taken about ten years ago. The story 'West of 96' is published by Doubleday, Doran and Company, Garden City, New York, and is on sale at most all the large book stores and many department stores also. It is published under the title of 'When the Daltons Rode' and is about 80,000 words, illustrated, and much more complete than 'West of 96' which is about half that length. I would be pleased to receive a photo of the arch from which you say the James Boys started, for my private 'Den'. With Kindest regards." Emmett Dalton (1871-1937) and his three brothers led a murderous gang of train robbers, who used a network of informers and hideouts to evade a widespread manhunt.

GEORGE “BUGS” MORAN The Chicago mobster who waged a city-wide war with fellow mafioso Al Capone signed this petition. Extremely rare! Typed Document Signed: "George Moran", 1p, 8x3¾. No place, but probably Chicago, 1938 November 28. Co-signed: "Lillian E. Cohen" as Notary Public. In Full: "GEORGE MORAN being first duly sworn, states that he has read the above and foregoing petition, signed by him, and that the same is true except for those matters stated by him to be upon information and belief, and that as to those matters this affiant states that he believes them to be true." George "Bugs" Moran (1893-1957) had committed more than 20 known burglaries and was imprisoned three times before he was 21. He became the head of Dion O'Banion's North Side gang in Chicago in 1926. For three years, Moran's gang and Al Capone's gang were bloody adversaries. Their rivalry climaxed on February 14, 1929 in a Chicago garage when seven members of Moran's gang were machine gunned to death on orders from Capone in what became known as the St. Valentine's Day Massacre.

PAT GARRETT Letter to his wife about their old ranch in Roswell, New Mexico; with envelope incorporating a second signature. ALS: "P.F. Garrett", 3p, 6x8½. Roswell, N.M., 1893 July 16. To his wife. In full: "This is Sunday evening. I got here Thursday and find this country dryer than I ever saw it. Everything looks bad. The cattle are dieing (sic) and everything has a desolate appearance. I went out to our old place this morning. It looks about as it did when we left except the cotton-woods have grown considerable, the grape vine (sic) are loaded with grapes and look well but the Peach trees look bad several have died. I find the Horses in bad shape. Garvey has sold and stole them so that there are not a great many left. I will begin to gather them tomorrow and am going to sell for some price. I intend to close out all we have here. So I will never have to come to this country again. I cant tell yet when I will get home. Write me at once and let me know how you all are getting along. If you had come with me this trip you would never want to see this country again. Mr. Coburn died yesterday and was buried this morning.

PATRICK GARRETTThe legendary sheriff who gunned down Billy the Kid signed this typed letter regarding a transfer of money Typed Letter Signed: "P. F. Garrett, Sheriff". 8½x6¼. Dated August 16, 1900. One page. In Full: "For value received, I hereby transfer…to Mr. S. Spitz of Santa Fe New Mexico, my account against the Territory of New Mexico for Fifty Dollars…for Requisition issued by the Governor of the Territory of New Mexico." Accompanied by a mailing envelope addressed to Garrett. Patrick Garrett (1850-1908) lived a fairly long life despite his proclivity for gunfights and maintaining the law. After being elected to Sheriff in Lincoln County, New Mexico in November of 1880, Garrett engaged in a nine-month chase to hunt down Billy the Kid, even crossing county lines. He shot and killed the criminal on July 15, 1881. Garrett published a book about Billy the Kid and his unlawful lifestyle, making him out to be a ruffian. Other sources mythicized Billy the Kid, and this latter point-of-view generally won the day despite Garrett's best efforts.

JAMES DEANEver wonder what a 1950s icon looked like in high school? Ever wonder if he really was a "Rebel Without a Cause"? This incredibly rare piece is a 1948 yearbook from Fairmount High School in Fairmount, Indiana, signed "Jim Dean" in blue ink shows the budding actor as a basketball player. Also signed by Dean's friends, coaches and teachers. Comes in an 11¼x14½x2¼ black-and-gold-colored frame with bio plate. Signed pieces from this early in Dean's life are highly desirable! Book signed "Jim Dean" on page 56 in blue ink, "Paul Weaver" in blue ink on page 11, "Adaline "Nall/Brookshire" in black ink on page 11 and "Edith Thomas" in pencil inside back cover. B/w, 68 pages with numerous signatures in black and blue ink and lead pencil, all in unknown hands, bound with two staples in gold-colored cardstock covers. Comes in an 11¼x14½x2¼ black-and-gold-colored frame with bio plate. Titled: "Black and Gold/1948". This copy of the 1948 Black and Gold yearbook for Fairmount High School of Fairmount, Indiana features a Junior class photo of a budding young James Dean, who would rise to stardom and ultimately cult status in the seven short years that followed.

FIDEL CASTRO and JUAN ORTAThe Cuban dictator signed this 4¾x7 black and white photograph that includes a letter signed by his private secretary Photograph signed: "Fidel Castro/ Hab. Nov 19, 59" as Prime Minister. B/w, 4¾x7. Fine condition. Accompanied by TLS: "Juan Orta", Chief of the Prime Minister's Office, 1 page, 8½x10¾. On official letterhead. Havana, Cuba, 24 October, 1959 "Año de la Liberacion". To Eugenio Von Boeck, Chargé d'Affaires, Embassy of Bolivia, Montevideo, Uruguay. In Spanish, loosely translated: "On behalf of the Prime Minister, Dr. Fidel Castro, I am pleased to send you the photograph which you amicably requested in your letter dated the 15th of the current month." Date stamp in lower right corner. Lightly creased. Binder holes in left margin. Otherwise, fine condition. The letter is dated 26 days before the signature on the photo and was presumably forwarded to Castro to accompany it. On January 1, 1959, Cuban dictator Fulgencio Batista fled the country, and Castro

COLE YOUNGER Writing from prison in Stillwater, Minnesota shortly before his release, he thanks a state senator who helped to secure it. "Time will prove whether we are worthy or not ..." Autograph Letter signed: "Cole Younger", 1 page, 7½x9½. Stillwater, Minnesota, 1910 March 31. To "Hon. M. G. Daly, Senate Chambers, St Paul, Minnesota". In full: "My Noble friend - Your kind favor was received yesterday Eve. Many thanks for the kind words and let me assure you and all the Noble Members of the Senate and House and old friends that we appreciate your good work in behalf of humanity with all our heart. And time will prove whether we were worthy of that. I hope Mrs Daly and the [Illegible] Children are well and happy and believe me all ways your true and grateful but informant friend". Accompanied by original mailing envelope addressed in Younger's hand. Also accompanied by a copy of a typed letter signed by M. J. Daly, son of the Senator Michael J. Daly to whom Younger was writing, describing visiting Younger in prison in the company of his father, and a visit my Younger to the Daly home in Perham, Minnesota following his relief. (A copy of a photo of the Daly home is also included.

COLE YOUNGER Writing from prison in Stillwater, Minnesota, the outlaw thanks a state senator for a speech advocating his release. Autograph Letter signed twice: "Cole Younger", 2 pages, 7½x12¼. Stillwater, Minnesota, 1899 March 26. Signed on both pages. To "Hon. M. G. Daly, Senate Chambers, St Paul, Minnesota". In full (spelling errors in original): "Mrs. McNeil, Mrs. Greene and Hon. G. H. Schurmer was here to day. Wish I could repeat all they said in regard to the speech you made in the Senate in favor of the Wilson Bill. I had read what little the papers give and felt very grateful. But if posable I would feel still more after hearing them speak so highly. They were wishing I could have herd you. I told them I would feel very happy as it was if you could only here them praising you. They said everone said it was one of the best speeches made in the Senate during the session. Let me assure you there will never be any act of ours in or out of prison that will caus you to regret having extended a helping hand to us in this our hour of distress and our heart felt gratitude